Ia Municipal Unit Rentals
- From $306 per night (USD)
VRBO
Astrea Suites: Ostria Cave Villa- Outdoor Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This cave bio climatic villa is in Oia, the crown jewel of Santorini,is a model of OIA's unique architecture, hanging f ...
From $306 per night (USD)VRBO
- From $1629 per night (USD)
Expedia
Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
1868 Wine production Canava offered as Luxury Villa accommodation. A traditional Santorinian residence, meticulously re ...
From $1629 per night (USD)Expedia
- From $590 per night (USD)
VRBO
Seafront Suite With Private Plunge Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $590 per night (USD)VRBO
- From $528 per night (USD)
Expedia
Traditional villa in Oia with Jacuzzi and unique view of the Volcano and Caldera
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Unique villa in Oia Santorini, with spectacular view of the Volcano and Caldera from its spacious veranda. A fully renov ...
From $528 per night (USD)Expedia
- From $472 per night (USD)
VRBO
2 Bedroom Cave Suite in Ammoudi Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $472 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Seafront Cave Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavern ...
From $413 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Callista Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This traditional 'cave' house has been transformed into a comfortable residence with modern conveniences, yet retains al ...
From $706 per night (USD)VRBO
- From $1629 per night (USD)
Expedia
Stellar Sun Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stellar Sun Suite nestled on the side of a cliff overlooking the Caldera in Oia, with a view of the volcano and the Aeg ...
From $1629 per night (USD)Expedia
- From $1335 per night (USD)
VRBO
DIAMOND 4BD Villa Pool & HotTub Sea\/Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa Turquoise is a 4 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it off, o ...
From $1335 per night (USD)VRBO
- From $1162 per night (USD)
VRBO
EMERALD 3BD Villa Pool & HotTub Sea\/Sunset View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa Emerald is a 3 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it off, our ...
From $1162 per night (USD)VRBO
- From $1437 per night (USD)
VRBO
SWINGING SUNSET Villa 3BD Sea View w\/ Pool& HotTub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Swinging Sunset Villa is a 3 bedroom villa that offers all amenities & facilities the modern traveler needs! To top it ...
From $1437 per night (USD)VRBO
- From $965 per night (USD)
Expedia
Elegant Santorini House | Villa Horizon |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The VillaMore Horizon Villa is a Deluxe Three Bedroom Villa of 65m2. The main living area opens to a spacious furnished ...
From $965 per night (USD)Expedia
- From $686 per night (USD)
VRBO
Luxury Santorini Villa | Ocean Breeze Villa | 2 Bedrooms | Sea & Caldera View | Jacuzzi & Plunge | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
An architectural gem, this astonishing 60 square meter Villa can accommodate up to 4 persons in its two-bedroom, one bat ...
From $686 per night (USD)VRBO
- From $1579 per night (USD)
Expedia
Elegant Santorini House | Villa Serenity |Caldera View|Outdoor Hot Tub| Private Pool | Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Discover the epitome of elegance at Villa Serenity, a stunning luxury villa located at the entrance of Oia Village in Sa ...
From $1579 per night (USD)Expedia
- From $2696 per night (USD)
VRBO
(w) Deluxe 1 Bedroom Cave Villa | Outdoor Hot Tub | Santorini
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $2696 per night (USD)VRBO
- From $1655 per night (USD)
Expedia
Luxury Santorini Villa | Villa Mystic | Outdoor Plunge Pool | 1 Bedroom | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 30 square meter villa is unbearably cozy, and ideal for couples and friends who wish to enjoy the stunning caldera ...
From $1655 per night (USD)Expedia
- From $1560 per night (USD)
VRBO
Luxury Santorini Villa | Villa Aqua Dream | 1 Bedroom | Indoor Plunge Pool | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 30 square meter villa has the most intriguing layout, as all its spaces are ingeniously arranged inside the natural ...
From $1560 per night (USD)VRBO
- From $2561 per night (USD)
Expedia
Luxury Santorini Villa | Superior Cave Villa | Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $2561 per night (USD)Expedia
- From $2308 per night (USD)
VRBO
Luxury Santorini Villa | Standard Cave Villa | Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $2308 per night (USD)VRBO
- From $774 per night (USD)
Expedia
Elegant Santorini House | Villa Castro |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The VillaMore Castro Villa features 2 two interconnecting bedrooms on an open plan modern design and a family bathroom w ...
From $774 per night (USD)Expedia
- From $2371 per night (USD)
VRBO
Luxury Santorini Villa | Pure Bliss Villa | Outdoor Plunge Pool | Sea & Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Occupying the entire second floor of an old captain's house, this villa enjoys spectacular views of Caldera and the volc ...
From $2371 per night (USD)VRBO
- From $1522 per night (USD)
Expedia
(w) Honeymoon Cave Villa | Outdoor Hot Tub | Santorini
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $1522 per night (USD)Expedia
- From $2176 per night (USD)
VRBO
Luxury Santorini Villa | Full Moon Villa |1 Bedrooms | Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These are two spectacular 40 square meter villas, with awe-inspiring vistas of the Aegean, the volcano and Caldera. Thei ...
From $2176 per night (USD)VRBO
- From $1304 per night (USD)
Expedia
(w) Grand Cave Villa | Outdoor Hot Tub | Santorini
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $1304 per night (USD)Expedia
- From $2519 per night (USD)
VRBO
Luxury Santorini Villa | Hidden Gem Villa | Private Pool | Sea & Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A real hidden gem, this dazzling 40 square meter villa is literally hanging on the cliffs of the Caldera. Its private ba ...
From $2519 per night (USD)VRBO
- From $2822 per night (USD)
Expedia
(w) Oia | Junior Cave Villa with Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
From $2822 per night (USD)Expedia
- From $1022 per night (USD)
VRBO
Elegant Santorini House | Villa Harmony |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The VillaMore Harmony Villa is a Three Bedroom Luxury Villa offering Panoramic Views of the Caldera and a Cave Style Out ...
From $1022 per night (USD)VRBO
- From $2195 per night (USD)
Expedia
Luxury Santorini Villa | Infinity Blue Villa | 1 Bedroom | Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 40 square meters stunning villa has a unique advantage. It has a private covered veranda, fully equipped with sunbe ...
From $2195 per night (USD)Expedia
- From $1687 per night (USD)
VRBO
Luxury Santorini Villa | Aurora Grace Villa | Indoor Plunge Pool | Caldera View | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the surreal view of the sea sparkling under the glorious Mediterranean sun, the lunar rocks dropping sheer to ...
From $1687 per night (USD)VRBO
- From $1313 per night (USD)
Expedia
Luxury Santorini Villa | Villa Cozy | 1 Bedroom | Indoor Plunge Pool & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This exceptional 30 square meter villa is like a cozy nest indeed! It has an indoor hot tub, right by the window to enjo ...
From $1313 per night (USD)Expedia
- From $582 per night (USD)
VRBO
Elegant Santorini House | Villa Sensational |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The VillaMore Sensational Villa offers luxury accommodation, astonishing Caldera Views & Outdoor Hot Tub. This Villa is ...
From $582 per night (USD)VRBO
- Click For Pricing
Expedia
(w) Executive Cave Villa with Outdoor Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Built on the volcanic rock in the scenic village of Oia, VillaMore Villas offers Cycladic-style rooms with stunning view ...
Click For PricingExpedia
- From $1049 per night (USD)
VRBO
Luxury Santorini Villa | Secret Escape Villa | Private Pool | Sea & Caldera View | 2 Bedrooms | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
An architectural gem, this astonishing 60 square meters, the two-story villa can accommodate up to 4 persons in its two- ...
From $1049 per night (USD)VRBO
- From $1097 per night (USD)
Expedia
Villa Turquoise - Private Pool & Private Outdoor Heated Hydromassage Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa "Turquoise" at Oia Sunset Villas is a boutique villa, elegantly decorated. Villa is located in the north of Sant ...
From $1097 per night (USD)Expedia
- From $922 per night (USD)
VRBO
Beautiful Oia Villa | Spectacular Sea Views | Sunset & Caldera Views | Aegean Serenity Villa
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Located on the iconic cliffs of Oia, Santorini, Aegean Serenity Villa offers breathtaking views over the boundless Aegea ...
From $922 per night (USD)VRBO
- From $1237 per night (USD)
Expedia
My Rental Homes - Volcano Suite with covered Jacuzzi overlooking the panorama
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wonderful Volcano Suite is a terrific apartment part of 8 suite-properties, overlooking the breathtaking panorama over t ...
From $1237 per night (USD)Expedia
- From $1205 per night (USD)
VRBO
OIASUNSETVILLAS-villaDIAMOND - Private Pool & Private Outdoor Heated HotTub\/Spa
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Villa “DIAMOND” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the ...
From $1205 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Oia Sunset Villas - Villa \"Pearl\" - Swimming pool - Private outdoor Heated Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa “PEARL” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the n ...
From $923 per night (USD)Expedia
- Click For Pricing
VRBO
Starry Sky Cave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Starry Sky Cave nestled on the side of a cliff overlooking the Caldera in Oia, with a view of the volcano and the Aegea ...
Click For PricingVRBO
- From $1373 per night (USD)
Expedia
Beautiful holiday home in Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This property has been cleaned with chemicals that are effective against Coronavirus. Our staff is following all safety ...
From $1373 per night (USD)Expedia
- From $923 per night (USD)
VRBO
OIA SUNSET VILLAS - villa TOPAZ - Swimming pool - Private outdoor Heated Spa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa “TOPAZ” at “OIA SUNSET VILLAS” is part of six boutique villas, elegantly decorated. The villa is located in the n ...
From $923 per night (USD)VRBO
- From $561 per night (USD)
Expedia
Blessed Blue \nBoutique Cave Suite in the heart of Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Perched on the cliffs of the scenic village of Oia, Blessed Blue is a newly renovated 200-year-old boutique cave suite o ...
From $561 per night (USD)Expedia
- From $2443 per night (USD)
VRBO
Ode Villa with sunset and private heated pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The unique Santorini Villa Rental, ODE in Oia, was inspired by the minimalistic Cycladic architecture & consists of one ...
From $2443 per night (USD)VRBO
- From $2039 per night (USD)
Expedia
Elite Santorini Villa | Villa Santorini 520 | 3 Bedroom | Infinity Pool | Oia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Introducing the Elite Santorini Villa, also known as Villa Santorini 520, located in the picturesque village of Oia. Per ...
From $2039 per night (USD)Expedia
- From $668 per night (USD)
VRBO
(w) Villa Agrikas - Oia - A Beautiful Two bedroom Villa with Private Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Villa Agrikas features two beautifully appointed bedrooms, a colourful living room with a flat screen TV and can comfor ...
From $668 per night (USD)VRBO
- From $1048 per night (USD)
Expedia
(w) Finikia -Foinikia - Luxury Cave - A Wonderful 2 Bedroom Villa - Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Snuggled up in Finikia village, a breath away from the picturesque Oia, Mellow Luxury Cave is a brand-new two-bedroom lu ...
From $1048 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Santorini Villa | Sunset Chaser Villa | 2 Bedrooms | Outdoor Hot Tub | Sea & Sunset View | Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This incredible villa is perched on the edge of the cliff, at the very end of the traditional settlement of Oia. The vie ...
Click For PricingVRBO
- From $1964 per night (USD)
Expedia
Luxury Santorini Villa | Aegean Magic Villa | 1 Bedroom | Indoor & Outdoor Plunge Pool | Sea & Caldera View | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This exceptional 40 square meter villa has its own terrace on an upper level, enjoying breathtaking views of the Aegean ...
From $1964 per night (USD)Expedia
- From $511 per night (USD)
VRBO
Deluxe Santorini Villa | Villa Family | 2 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
The family villas are our largest for up to five persons. Each has two bed rooms with queen size beds, and a sofa bed i ...
From $511 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Deluxe Santorini Villa | Villa Classic | 1 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Classic sleeps up to four people, there is a king size bed in the bedroom and two single beds in the living room. ...
From $469 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Casa Sigala Cave
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Το σπίτι είναι κατασκευασμένο στο σημείο που όλοι θέλουν να δουν το Ηλιοβασίλεμα . Στο μπαλκόνι του ηρεμείς απολαμβάνοντ ...
From $326 per night (USD)VRBO
- From $185 per night (USD)
Expedia
casa sigala arch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Είναι ένα παραδοσιακό κυκλαδίτικο σπίτι. Υπάρχουν μαγαζιά ,καφέ ,εστιατόρια και ο δρόμος της καλδέρας σε 50 μέτρα . Εξωτ ...
From $185 per night (USD)Expedia
- From $1268 per night (USD)
VRBO
Deluxe Santorini Studio | Santorini Studio | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our Chelidonia traditional villas line, developed and constantly refined over many years. In Centreville, Oia ...
From $1268 per night (USD)VRBO
- From $1528 per night (USD)
Expedia
Deluxe Santorini Villa | Villa Romantic | 1 Bedroom | Wonderful Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villa Romantic has one bedroom. There is a living room kitchenette, bathroom and terrace which is perfect for pre dinner ...
From $1528 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Azalea Houses Suite - Finikia traditional house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in finikia, within a 20-minute walk from the the scenic oia, the 18th-century azalea houses offers elegantly dec ...
From $195 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Villa Nefeli with sea view in front of the beach !!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Mare Nostrum Santo is a family-owned hotel located only 2000 meters from the world-renowned village of Oia and just ...
From $125 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Luxury Santorini Villa | Villa Sentiment | Stunning Sea Views | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Our distinguished selection of luxurious Villas are located in two separate spots in Oia Village. They provide fine serv ...
From $474 per night (USD)VRBO
- Click For Pricing
Expedia
Tramonto Suite with outdoor Jacuzzi and Sunset view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your own paradise with the most beautiful sunset view in the world! Providing unparalleled sunset views, Tramonto Suite ...
Click For PricingExpedia
- From $293 per night (USD)
VRBO
Azalea Houses Cave-Finikia Traditional Houses
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Finikia, within a 20-minute walk from the the scenic Oia, the 18th-century Azalea Houses offers elegantly dec ...
From $293 per night (USD)VRBO
- From $923 per night (USD)
Expedia
Villa Pearl - Sunset & Sea View - Swimming Pool & Private Outdoor Heated Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa “PEARL” at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the n ...
From $923 per night (USD)Expedia
- From $1026 per night (USD)
VRBO
Cave Agapi traditional old house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“Cave Agapi” is a genuine old cave house (ypóskafo, in greek language), situated at the entrance of famous scenic Oia vi ...
From $1026 per night (USD)VRBO
- From $424 per night (USD)
Expedia
SiskosPlace Alexandros Cottage, Oia Santorini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
[Description] Cottage Alexandros (204 m²) is one of the 3 secluded spacious cottages in a private land of 8.000 m², just ...
From $424 per night (USD)Expedia
- From $174 per night (USD)
VRBO
SiskosPlace Elias Cottage, Oia Santorini
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cottage Elias (53 m²) is one of the 3 secluded spacious self catering cottages in a private land of 8.000 m², just 150 m ...
From $174 per night (USD)VRBO
- Click For Pricing
Expedia
SiskosPlace Petros Cottage, Oia Santorini
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Cottage Petros (151 m²) is one of the 3 secluded spacious self catering cottages in a private land of 8.000 m², just 150 ...
Click For PricingExpedia
- Click For Pricing
VRBO
FISHERMAN'S CAVE HOUSE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
On an exquisite location on the caldera of Oia, the Fisherman’s Cave House is an exquisite accommodation proposal for up ...
Click For PricingVRBO
- From $329 per night (USD)
Expedia
Twin Cave House - Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Twin Cave House is a recently renovated authentic cave house, partly carved in the volcanic rock face. It is located in ...
From $329 per night (USD)Expedia
- From $649 per night (USD)
VRBO
Armeni Beach House - with private boat service!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Delve into the soul of the caldera by staying in this beautiful and cosy beach house, nestled in Armeni Bay, the hidden ...
From $649 per night (USD)VRBO
- From $1281 per night (USD)
Expedia
Incredible caldera views! Full sunset, private, spacious - in the heart of Oia
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of priva ...
From $1281 per night (USD)Expedia
- From $893 per night (USD)
VRBO
3 bedroom villa with private plunge pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dionyssos Cave House is a recently renovated and very spacious cave house, partly carved in the volcanic rock face. It i ...
From $893 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Lava Cave suite 1BR\/Private Plunge Pool+Panoramic View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just a few minutes’ walk from the ruins of the old castle, where visitors assemble every evening to marvel the Oia's maj ...
From $597 per night (USD)Expedia
- From $1076 per night (USD)
VRBO
Villa 'EMERALD'- Swimming Pool & Private outdoor heated Jacuzzi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Villa 'EMERALD' at “OIA SUNSET VILLAS” is one of six boutique villas, elegantly decorated. The villa is located in the ...
From $1076 per night (USD)VRBO
- From $1371 per night (USD)
Expedia
Luxury Santorini Villa | Sunset Villa | Jacuzzi | Panoramic Sunset\/Sea View | 4 BDR | Oia
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Villa can accommodate up to 8 people. It has been built into 4 levels in a total space of 420m2 with the followin ...
From $1371 per night (USD)Expedia
- Click For Pricing
VRBO
Nano Oia Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nano Oia Villa is a luxury residence with Private heated Mini-Pool,located just exactly at the world's famous Santorini ...
Click For PricingVRBO
- From $598 per night (USD)
Expedia
Elegant Santorini House | Villa Graceful |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Graceful Villa features two separate levels. On the first level, guests can enjoy a sitting area and a balcony with ...
From $598 per night (USD)Expedia
- From $474 per night (USD)
VRBO
Elegant Santorini House | Villa Bliss |Caldera View-Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
The Bliss Villa extends in an open place space of 50m2 and features one bedroom with double bed and one single room. Vil ...
From $474 per night (USD)VRBO
- From $1630 per night (USD)
Expedia
Elegant Santorini House | 1 Bedroom | Villa Windswept House | Amazing Caldera View & Outdoor Hot Tub | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Allow me to introduce Villa Windswept House, formerly known as the Amaya Windmill Maisonette. This exquisite villa is ne ...
From $1630 per night (USD)Expedia
- From $1213 per night (USD)
VRBO
3 bedroom luxury villa at Oia with fantastic sea views and jacuzzi pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
“White House” Villa is a unique property located at the highest spot of Oia village in Perivolas area. Its amphitheatri ...
From $1213 per night (USD)VRBO
- From $883 per night (USD)
Expedia
The Mill Haven Santorini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Mill Haven complex, is housed in a traditional Cycladic windmill, and located in the picturesque village of Oia, ove ...
From $883 per night (USD)Expedia
- From $320 per night (USD)
VRBO
sea paradise
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The villa located in oia .. to the area of baxedes (Paradisos beach) the villa is 20 meters next to the sea and it has a ...
From $320 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury accomodation in a traditional place.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Opa99's apartment was amazing. From the private terrance next to the walk way looking over Santorini, jacuzzi and though ...
Click For PricingExpedia
- From $256 per night (USD)
VRBO
Luxury Santorini Villa | 1 Bedroom | Premium Villa | Private Plunge Pool | Stunning Views | Oia
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience the unparalleled beauty of Santorini, a top destination in the world, and awaken your senses to a new level o ...
From $256 per night (USD)VRBO
- Click For Pricing
Expedia
Luxury Santorini Villa | Villa Elysian Tria | Private Plunge Pool | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the breathtaking beauty of Santorini, one of the world's top destinations, at Villa Elysian Tria. Immerse you ...
Click For PricingExpedia
- From $1262 per night (USD)
VRBO
Luxury Santorini Villa | Villa Elysian Tessera | Private Pool | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Experience the incomparable beauty of Santorini, one of the world's most sought-after destinations, and indulge your sen ...
From $1262 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Luxury Santorini Villa | Villa Elysian Dyo | Private Hot Tub | Air Conditioning | 1 Bedroom | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Indulge in the otherworldly beauty of Santorini, one of the world's most sought-after destinations, and awaken your sens ...
From $172 per night (USD)Expedia
- From $782 per night (USD)
VRBO
Ode Villa Junior Sunset Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Junior Suite is a 50 sq m. private Luxury Suite with a clear sunset view throughout the year, located on the 1st flo ...
From $782 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Terracotta Cave House (2)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Step into a real life postcard by staying in our newly renovated Terracotta Cave House! Terracotta Cave House (2) is a ...
From $476 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Santorini Finikia Oia Cave House
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Canava (old winery) House is one traditional bioclimatic house: This was one of the first winery which operated in F ...
From $255 per night (USD)VRBO
- From $597 per night (USD)
Expedia
Big Blue Villa with Hot tub and Sea View by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled within the serene Cliffside village of Oia on the tip of Santorini, this spacious villa offers a unique blend of ...
From $597 per night (USD)Expedia
- From $315 per night (USD)
VRBO
White Cave by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the enchanting fusion of tradition and modernity at White Cave House, located in peaceful Oia, Santorini. This ...
From $315 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Caldera View by Caldera Houses
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious villa is located at the highest point of the village with stunning and unlimited views to the famous calde ...
From $326 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Annouso Villa with Hot Tub and sea view by Caldera Houses
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Embrace the allure of Annouso villa, where white stone, vibrant flowers, blue wood, and yellow terracotta converge to cr ...
From $250 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Top Caldera by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up in the perfect views of this traditional captain's home style villa. A top choice, at the top point of the Oia c ...
From $326 per night (USD)Expedia
- From $543 per night (USD)
VRBO
3 Caves Suite with Hot Tub and Sea View by Caldera Houses
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the serene Cliffside village of Oia, at the very tip of the enchanting island of Santorini, lies our spacious ...
From $543 per night (USD)VRBO
- From $434 per night (USD)
Expedia
Marble Sun Suite with Hot Tub and Valdera View by Caldera Houses
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the epitome of Santorini luxury at Marble Sun Villa. Nestled amidst the iconic cliffs of Oia, our villa offers ...
From $434 per night (USD)Expedia
- From $383 per night (USD)
VRBO
The Ivory Suite in Santorini!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Perched on the steep, mind-blowing Caldera cliff in an isolated spot at Oia town, where sunsets are legendary, “The Ivor ...
From $383 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Aerie beautiful house, heart of Oia's traditional settlement, Caldera view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The whole settlement stands there, since the mid 19th century. Although it is a cave house, it is considerably spacious. ...
From $489 per night (USD)Expedia
- From $1357 per night (USD)
VRBO
Elegant Santorini Villas | Villas Aloia | Private Hot Tub | Air Conditioning | 1 Bedrooms | Oia
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Villas Alina, Lena and Victoras all feature one bedroom, one bathroom and an outdoor hot tub each, and boast of incredib ...
From $1357 per night (USD)VRBO
- From $1628 per night (USD)
Expedia
Elegant Santorini Villa | Villa Ioulia | Private Pool | Air Conditioning | 3 Bedrooms | Oia
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Villa Ioulia harmoniously combines classic Cycladic architectural elements with modern comforts, making it an ideal retr ...
From $1628 per night (USD)Expedia
- From $1205 per night (USD)
VRBO
Elegant Santorini Villa | Villa Spyros | Villa Demi | Private Hot Tub | Air Conditioning | 2 Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villas Spyros and Villa Demi both feature two bedrooms, two bathrooms and an outdoor hot tub each, and is perfect for fa ...
From $1205 per night (USD)VRBO
- From $1743 per night (USD)
Expedia
Elegant Santorini Villa | Villa Mariniou | Private Hot Tub | Air Conditioning | 2 Bedrooms | Oia
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Villa Mariniou features two bedrooms, two bathrooms and an internal hot tub. It boasts of incredible vistas over the Cal ...
From $1743 per night (USD)Expedia